Monoazo dyes for wool.



To all whom it may concern.-

UNITED sT -rEs PATENT OFFICE.

, WI nELM nnnznnaca: or scnonnnnao, LINEAR BERLIN, GERMANY, ASSIGNOR' 'ro ac'rmn GEsELLsenArr minimum FABRIKALTION, on BERLIN, GERMANY nononzo DYES ron wooL.

No'Drawing.

Be it known th t I, WILHELM Hnnzsnnoz a citizen of the German Empire, residing at Schoneberg, near Berlin, Germany, my postoflice: address being ,Landshuterstrasse 24, Schoneberg, near Berhn, Germany, have invented certain new and useful Improvements in' Monoazo Dyes for Wool, of which the hitherto un nown ortho-aminoazo bodies of following is a specification. I Accordinl to my pr sent invention the the following general formula:

I I HIQN\ l 'R-N-N Y (R meaning; an aryl or alkaryl-group) can be obtained by combining a diazo compound with ortho -.substituted' meta-'aminophenol ethers of the following general. formula:

in which formula X signifies an alkyl group or the radical of acetic acid :CILCOOH and Y signifies. an alkyl group, an oxyalkyl group, an 'acidylamino group, a halogen, the sulfonic group and the like. In Order to obtain the new azo dyes the combination of the diazo compound with the respective ortho-substitute'd meta-amidophenol ether is performed i'n'acid solution, that is to say for example in the presence of acetic acid. It

invention IIQilaiIh those which result from the combination of icramic acid and orthoalkyloxy-para-tolui in:

Patented Mar. 21, 1911.

ormeta-alkylony-para chloroanilin I I These new dyes are more especially adapted for dyeing wool in the presence of oxidizlng chromium compounds; in this way are.

obtained olive tints which are very -fast to milling and potting and possess a very great solidity against the action of light.

, The following example may serve to illus-. trate my invention, the parts being by weight: 19.9 parts of picramic' acid are die-zotized in the usual manner by means. of 6.9 parts of-sodium nitrite (of 100 per cent; strength). The diazo compound thus obtained inisuspension is introduced into a solution of 15.3 parts of ortho-j'ethoxy-paratoluidin in 2 parts of hydrochloric acid of 20 Baum specific gravity. To the mass while stirring a solutlon of 1 k parts of sodium acetate is gradually introduced. As soon as 4 the reaction is complete, sodium carbonate is added until alkaline solution occurs, whereupon the dye is separated by the addition of common salt. The dye is then isolated by draining and dried. The new dyethus obtained forms in the .dry and pulverized shape a reddish-brown powder, which easily dissolves in hot waterto a claret solution; on adding concentrated soda-lye to the-- aqueous solution reddish brown .flalres are separated, whereas the addition of concentrated hydrochloric acid effects the precipitation of brown flakes.

The new dye is rather soluble in alcohol to a claret solution; in concentrated sulfuric acid it dissolves to a bluish-red solution which on the addition of ice turns to claret.-

reducing agents, and hydrochloric 'thus ylelding triiamidocresol ethyl By the action of stron suchas stannous chlori acid, the dye is split u amidophenol besides ether.

It is obvious to those skilled in the art that my present invention is not limited to the ioregoing example or to the details given therein. Thus, for instance, instead of, combining the diazo compound of picramic acid with ortho-ethoxy-para-toluidin as given in the above example, I also combine this diazo derivative with a meta-alkyloxy-para-chloroanilin, suchas for instance meta-ethoxypara chloroanilin The dyes thus obtained resemble very much that of the foregoing example, they also yield olive tints which are very fast to milling and potting.

Having now described my invention and the manner in which it may be carried out, what I claim is,

1. As new articles of manufacture the new ,'azo dyes which may be obtained-by diazotizing picramic acid and combining the diazo compound thus obtained with an orthosubstituted meta-amidophenol ether of the following general formula:

in which formula X signifies an alkyl group and Y signifies a substituent, which new dyes are more especially adapted for dyeing wool in the presence of an oxidizing chromium compound and thus yield olive tints which are very fast to milling, potting and to the action of light, and which new dyes in the form of the sodium salt, if dried and pulverized, are dark brown powders, soluble in .water, these new dyes dissolving in concentrated sulfuric acid to a red to bluishred solution, and which new dyes bythe ac tion of strong reducing agents are split'up in an acid solution, which new dye is more especially adapted for dyeing wool in the presence of, an oxidizing chromium compound and thus yieldsan olive tint which is very fast to millin potting and to theaction of light, and w ich new dye in the form of the sodium salt in the dry and pulverized shape forms a reddish-brown powder which easily dissolves in hot water to a claret solution which aqueoussolution on adding concentrated soda-lye separatesreddish-brown flakes, whereas the addition of concentrated hydrochloric acid effects a precipitation of brown flakes, this new dye being rather soluble in alcohol to a claret solution, and which new dye dissolves in concentrated sulfuric acid to a bluish-red solution which on the addition of ice turns to claret, and this new dye-by the action of strong reducing agents, such as stannous chlorid and hydrochloric acid, being split up yielding triamidophenol besides diamidocresol ethyl ether. i In testimony whereof I have hereunto set my hand in presence oftwo subscribing Witnesses.

lVitnesses:

HENRY HASPER, WOLDEMAR HAUPT.

WILHELM' HERZBERG. 

